Lewis acid mediated intramolecular C-C bond formation of alkyne-epoxide leading to six-membered nitrogen and oxygen heterocycles

Priya Ghosh; Pipas Saha; Somasekhar Bondalapati; Kiran Indukuri; Anil K. Saikia

doi:10.1021/jo402550e

Lewis acid mediated intramolecular C-C bond formation of alkyne-epoxide leading to six-membered nitrogen and oxygen heterocycles

Priya Ghosh, Pipas Saha, Somasekhar Bondalapati, Kiran Indukuri, Anil K. Saikia

Research output: Contribution to journal › Article › peer-review

27 Scopus citations

Abstract

Intramolecular C-C bond formation of oxygen- and nitrogen-tethered alkynes and epoxide mediated by Lewis acid under ambient conditions is described. A simple procedure for the synthesis of 3,6- and 5,6-dihydropyrans and 3,4-dehydropiperidines from acyclic building blocks in good yields without using any transition metal is shown.

Original language	English
Pages (from-to)	4119-4124
Number of pages	6
Journal	Journal of Organic Chemistry
Volume	79
Issue number	9
DOIs	https://doi.org/10.1021/jo402550e
State	Published - 2 May 2014
Externally published	Yes

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo402550e

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title = "Lewis acid mediated intramolecular C-C bond formation of alkyne-epoxide leading to six-membered nitrogen and oxygen heterocycles",

abstract = "Intramolecular C-C bond formation of oxygen- and nitrogen-tethered alkynes and epoxide mediated by Lewis acid under ambient conditions is described. A simple procedure for the synthesis of 3,6- and 5,6-dihydropyrans and 3,4-dehydropiperidines from acyclic building blocks in good yields without using any transition metal is shown.",

author = "Priya Ghosh and Pipas Saha and Somasekhar Bondalapati and Kiran Indukuri and Saikia, \{Anil K.\}",

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journal = "Journal of Organic Chemistry",

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T1 - Lewis acid mediated intramolecular C-C bond formation of alkyne-epoxide leading to six-membered nitrogen and oxygen heterocycles

AU - Ghosh, Priya

AU - Saha, Pipas

AU - Bondalapati, Somasekhar

AU - Indukuri, Kiran

AU - Saikia, Anil K.

PY - 2014/5/2

Y1 - 2014/5/2

N2 - Intramolecular C-C bond formation of oxygen- and nitrogen-tethered alkynes and epoxide mediated by Lewis acid under ambient conditions is described. A simple procedure for the synthesis of 3,6- and 5,6-dihydropyrans and 3,4-dehydropiperidines from acyclic building blocks in good yields without using any transition metal is shown.

AB - Intramolecular C-C bond formation of oxygen- and nitrogen-tethered alkynes and epoxide mediated by Lewis acid under ambient conditions is described. A simple procedure for the synthesis of 3,6- and 5,6-dihydropyrans and 3,4-dehydropiperidines from acyclic building blocks in good yields without using any transition metal is shown.

UR - https://www.scopus.com/pages/publications/84899792810

U2 - 10.1021/jo402550e

DO - 10.1021/jo402550e

M3 - Article

C2 - 24720735

AN - SCOPUS:84899792810

SN - 0022-3263

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SP - 4119

EP - 4124

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 9

ER -

Lewis acid mediated intramolecular C-C bond formation of alkyne-epoxide leading to six-membered nitrogen and oxygen heterocycles

Abstract

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